Innovative Cyclic Nucleotides - Nucleoside 2',3'-Seven-Membered Cyclic Diphosphonate Derivatives. Theoretical Feasibility, Synthesis, and Properties.

Sveta Liberman, Lea Bobot, Hadar T Ben Daniel, Dan T Major, Bilha Fischer

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Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 authors.

Sveta LibermanDepartment of Chemistry, Bar Ilan University, Ramat Gan, 5290002, Israel.

Lea BobotDepartment of Chemistry, Bar Ilan University, Ramat Gan, 5290002, Israel.

Hadar T Ben DanielDepartment of Chemistry, Bar Ilan University, Ramat Gan, 5290002, Israel.

Dan T MajorDepartment of Chemistry, Bar Ilan University, Ramat Gan, 5290002, Israel.

Bilha FischerDepartment of Chemistry, Bar Ilan University, Ramat Gan, 5290002, Israel.ORCID https://orcid.org/0000-0001-8837-0978

Funding

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6 · The paper itself

Abstract

7-membered cyclic nucleotides have remained unknown despite the natural abundance of their 5- and 6-membered counterparts. Here, we report the first synthesis of 2',3'-cyclic nucleosides (tetrathio)diphosphonate (2',3'-cNTDPs) by a rapid one-step, regioselective, and protection-free reaction of U, A, C, I, and G, with methylene-bis(1,3,2-dithia-phospholane-2-sulfide) (DTPS). The reaction proceeds instantaneously, even at -35 °C, resulting in the quantitative conversion of methylene-bis-DTPS. Density functional theory (DFT) calculations of ∆G

Indexed as

1,3,2‐dithia‐phospholane‐2‐sulfide ringDFT calculationsnatural productsphosphorylationsynthesis of cyclic nucleotides

Identifiers

PMID40414801

DOI10.1002/chem.202501228

PMCPMC12202838

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